Any Windows RubyInstaller builds that contain OpenSSL stdlib 2.1.0 or later are built with OpenSSL 1.1.1. They are also built with a current set of MSYS2/MinGW packages. The current MSYS2/MinGW OpenSSL package is 1.1.1e.

Hence, backporting this fix to Ruby 2.5, 2.6, and 2.7 would allow RubyInstaller builds to continue as above.